5-(2-iodophenyl)isoxazoline | 90712-53-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(2-iodophenyl)isoxazoline
• 英文别名: 5-(2-Iodophenyl)-4,5-dihydro-1,2-oxazole
• CAS: 90712-53-1
• 化学式: C₉H₈INO
• 分子量: 273.073
• InChiKey: IBCUQRUBCLIODG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-环丙基-2-碘苯 在 亚硝酰氯 、 sodium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 8.0h， 以16%的产率得到5-(2-iodophenyl)isoxazoline
  参考文献：
  名称：

  2-isoxazolines from arylcyclopropanes: I. Monoarylcyclopropanes in a reaction with nitrosyl chloride activated by sulfur(IV) oxide

  摘要：

  A reaction of monoarylcyclopropanes with nitrosyl chloride activated by sulfur (IV) oxide gave in good yields 5-arylisoxazolines. The reaction is of electrophilic character. A scheme of the reaction was suggested.

  DOI：

  10.1134/s1070428002120163

文献信息

• Substituted phenylcyclopropanes in the synthesis of 2-isoxazolines
  作者：R. A. Gazzaeva、Yu. S. Shabarov、L. G. Saginova

  DOI：10.1007/bf00515629

  日期：1984.3
• 4,5-dihydroisoxazoles from arylcyclopropanes: II. Reaction of arylcyclopropanes with nitrosyl chloride activated by sulfur(VI) oxide
  作者：O. B. Bondarenko、A. Yu. Gavrilova、M. A. Kazantseva、V. N. Tikhanushkina、E. E. Nifant’ev、L. G. Saginova、N. V. Zyk

  DOI：10.1134/s1070428007040136

  日期：2007.4

  Arylcyclopropanes react with nitrosyl chloride activated by sulfur(VI) oxide to give the corresponding 5-aryl-4,5-dihydro-1,2-oxazoles in quantitative yields. The complex NOC1 center dot 2SO(3) is a highly efficient nitrosating agent which makes it possible to involve in the process arylcyclopropanes having both donor and acceptor substituents in the aromatic ring.
• GAZZAEVA, R. A.;SHABAROV, YU. S.;SAGINOVA, L. G., XIMIYA GETEROTSIKL. SOEDIN., 1984, N 3, 309-313
  作者：GAZZAEVA, R. A.、SHABAROV, YU. S.、SAGINOVA, L. G.

  DOI：——

  日期：——
• 2-isoxazolines from arylcyclopropanes: I. Monoarylcyclopropanes in a reaction with nitrosyl chloride activated by sulfur(IV) oxide
  作者：O. B. Bondarenko、A. Yu. Gavrilova、M. A. Kazantseva、V. N. Tikhanushkina、E. E. Nifant’ev、L. G. Saginova、N. V. Zyk

  DOI：10.1134/s1070428002120163

  日期：2006.2

  A reaction of monoarylcyclopropanes with nitrosyl chloride activated by sulfur (IV) oxide gave in good yields 5-arylisoxazolines. The reaction is of electrophilic character. A scheme of the reaction was suggested.